Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1200438

TIOCONAZOLE
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
Clc1ccc(C(Cn2ccnc2)OCc2ccsc2Cl)c(Cl)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1200438
Name TIOCONAZOLE
Phase Approved
Structure Type MOL
InChI Key QXHHHPZILQDDPS-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

NSC-759169 Tioconazol Tioconazole Trosyl Tz-3 UK-20,349 UK-20349 Vagistat Vagistat-1
9
Targets
26
Activities
2
Assay Types
0
PK Parameters
20
Publications
9
Known Names
1
Mechanisms

Molecular Properties

387.7
MW (Da)
5.86
ALogP
4
HBA
0
HBD
27.1
PSA (Ų)
0.53
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1983
Availability OTC
Chirality Racemic

Routes of Administration

Topical

Flags

Natural Product
USAN Stem -conazole
USAN Year 1978

Extended Properties

Molecular Formula C16H13Cl3N2OS
MW 387.72
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness -1.18

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Cytochrome P450 51 inhibitor INHIBITOR Lanosterol 14-alpha demethylase ✓ ✓

ATC Classification

D01AC07
tioconazole
Level 1: DERMATOLOGICALS
Level 2: ANTIFUNGALS FOR DERMATOLOGICAL USE
G01AF08
tioconazole
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS

Activity Summary

IC50 25 meas. best 7.19
Ki 1 meas. best 6.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Trypanosoma cruzi
CHEMBL368
 IC50 7.19 6.21 64.0 2
Steroid 17-alpha-hydroxylase/17,20 lyase
CHEMBL3522
 Ki 6.3 6.3 505.0 1
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 6.28 5.4 530.0 2
Plasmodium falciparum
CHEMBL364
 IC50 6.2 6.085 630.0 2
Cysteine protease ATG4B
CHEMBL1741221
 IC50 5.89 5.7967 1300.0 3
Cysteine protease ATG4A
CHEMBL5169181
 IC50 5.89 5.89 1300.0 1
Unchecked
CHEMBL612545
 IC50 5.66 5.3543 2184.3 7
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.27 4.594 5390.0 5
Leishmania donovani
CHEMBL367
 IC50 5.03 4.8533 9260.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Trypanosoma cruzi IC50 = 64.0 nM 7.19 DNDI: Chagas in Vitro, 96 hour -
Steroid 17-alpha-hydroxylase/17,20 lyase Ki = 505.0 nM 6.3 In vitro inhibition of human Cytochrome P450 17A1 activity 12773039
Trypanosoma brucei rhodesiense IC50 = 530.0 nM 6.28 DNDI: HAT in Vitro, 72 hour -
Plasmodium falciparum IC50 = 630.0 nM 6.2 DNDI: Malaria in Vitro, 72 hour -
Plasmodium falciparum IC50 = 1070.0 nM 5.97 DNDI: Malaria in Vitro, 72 hour -
Cysteine protease ATG4A IC50 = 1300.0 nM 5.89 Inhibition of ATG4A (unknown origin) 33077263
Cysteine protease ATG4B IC50 = 1300.0 nM 5.89 Inhibition of ATG4B (unknown origin) using pim-FG-PABA-AMC as substrate by fluor... 38295689
Cysteine protease ATG4B IC50 = 1800.0 nM 5.75 Inhibition of ATG4B (unknown origin) 38295689
Cysteine protease ATG4B IC50 = 1800.0 nM 5.75 Inhibition of ATG4B (unknown origin) 33077263
Unchecked IC50 = 2184.3 nM 5.66 PubChem BioAssay. SNU-C1 viability from Cell TiterGlo-IC50. (Class of assay: c... -
Unchecked IC50 = 2843.0 nM 5.55 PubChem BioAssay. GSK3B-pretreated HCT116 viability from Cell TiterGlo-IC50. (... -
Unchecked IC50 = 4068.7 nM 5.39 PubChem BioAssay. HCT116 viability from Cell TiterGlo-IC50. (Class of assay: c... -
Unchecked IC50 = 4996.1 nM 5.3 PubChem BioAssay. VEGF stimulated ADSC/ECFC co-culture CD31-stained tube area de... -
Unchecked IC50 = 5253.8 nM 5.28 PubChem BioAssay. RKO viability from Cell TiterGlo-IC50. (Class of assay: conf... -
Unchecked IC50 = 5228.8 nM 5.28 PubChem BioAssay. Colo320 viability from Cell TiterGlo-IC50. (Class of assay: ... -
NON-PROTEIN TARGET IC50 = 5390.0 nM 5.27 DNDI: Cytotoxicity in Vitro, 72 hour, in rat skeletal myoblast cells -
Trypanosoma cruzi IC50 = 5830.0 nM 5.23 DNDI: Chagas in Vitro, 96 hour -
Leishmania donovani IC50 = 9260.0 nM 5.03 DNDI: Leish (axenic) in Vitro, 72 hour -
Unchecked IC50 = 9465.62 nM 5.02 PubChem BioAssay. VEGF stimulated ADSC/ECFC co-culture nuclear area decrease (vi... -
Leishmania donovani IC50 = 13100.0 nM 4.88 DNDI: Leish (macro) in Vitro, 96 hour -

Literature References

PubMed DOI Target Context # Activities
16472241 10.2174/1570163043334794 Hepatotoxicity 18
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
- 10.6019/CHEMBL3392926 NON-PROTEIN TARGET 5
- 10.6019/CHEMBL3392926 Leishmania donovani 4
37468498 10.1038/s41467-023-40064-9 Androgen receptor 3
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
- 10.6019/CHEMBL3392926 Trypanosoma brucei rhodesiense 2
- 10.6019/CHEMBL3392926 Trypanosoma cruzi 2
- 10.6019/CHEMBL3392926 Plasmodium falciparum 2
38295689 10.1016/j.ejmech.2023.116117 Cysteine protease ATG4B 2
25036789 10.1016/j.ejmech.2014.06.078 Indoleamine 2,3-dioxygenase 1 2

Data from ChEMBL 36 via Core Engine